Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou, Zhejiang, PR China.
Org Biomol Chem. 2012 May 14;10(18):3705-14. doi: 10.1039/c2ob25071c. Epub 2012 Apr 3.
A homo-Michael addition reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and the subsequent reaction with electrophiles such as PhSeBr, NFSI and NCS is reported. Based on the nature of electrophiles, this reaction may afford highly substituted 1,2-allenyl ketones or furans (E(+) = PhSe(+)) and 2-alkynyl ketones (E(+) = F(+), Cl(+), active halides) as the final products, respectively.
报道了锂硒醇盐与 1-(1-炔基)环丙基酮的同迈克尔加成反应,以及随后与亲电试剂如 PhSeBr、NFSI 和 NCS 的反应。根据亲电试剂的性质,该反应可能得到高取代的 1,2-烯基酮或呋喃(E(+) = PhSe(+))和 2-炔基酮(E(+) = F(+)、Cl(+)、活性卤化物)作为最终产物。